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Dipolar aprotic–protic solvent influences in the hydrolysis of diol monoesters

✍ Scribed by M. Balakrishnan; G. Venkoba Rao; N. Venkatasubramanian

Publisher
John Wiley and Sons
Year
1974
Tongue
English
Weight
383 KB
Volume
6
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

The kinetics of the alkaline hydrolysis of five diol monoesters and related esters in aqueous DMSO, aqueous acetone, and aqueous ethanol are reported. A novel solvent dependency of the reactivity pattern of the various esters is noticed. The results are explained on the basis of an internal stabilization of the transition state and the influences of the various solvent systems on such transition states. It is suggested that such dipolar aprotic–protic solvent influences on reaction rates can be used as a criterion in the assessment of anchimeric assistance in such reactions.

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